Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D11/00—Inks
  • C09D11/30—Inkjet printing inks
  • C09D11/36—Inkjet printing inks based on non-aqueous solvents
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D11/00—Inks
  • C09D11/02—Printing inks
  • C09D11/10—Printing inks based on artificial resins
  • C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D11/00—Inks
  • C09D11/30—Inkjet printing inks
  • C09D11/32—Inkjet printing inks characterised by colouring agents
  • C09D11/322—Pigment inks
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
  • C09D133/04—Homopolymers or copolymers of esters
  • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
  • C09D133/10—Homopolymers or copolymers of methacrylic acid esters
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
  • C09D133/04—Homopolymers or copolymers of esters
  • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
  • C09D133/10—Homopolymers or copolymers of methacrylic acid esters
  • C09D133/12—Homopolymers or copolymers of methyl methacrylate

Definitions

• the present invention relates to a non-aqueous ink jet ink composition suitable for producing large-format signboard advertisements and the like whose printing surface is mainly composed of a vinyl chloride polymer or an ethylene-vinyl acetate copolymer, and obtained using the same. Related to printed materials.
• the ink jet system has a wide range of materials that can be used as a printing substrate, and is characterized in that it can be easily printed on sheets of paper, polymers, metals, and other hard and soft materials.
• billboard advertisements installed outdoors are lightweight, excellent in strength and durability, resistant to rain, and more inexpensive, so it is easy to print on polymer sheets with these characteristics. This is a huge advantage.
• an ultra-wide format inkjet printer with a printing width of 2,000 mm or more has also appeared, making it easier to print large-format prints that have been supported by pasting together. Signs can be made.
• a polymer sheet called tarpaulin is often used as a polymer sheet used for billboard advertisements.
• Tarpaulin is a composite sheet in which polyester or polyamide is used as a core material and vinyl polymers such as polyvinyl chloride and ethylene-vinyl acetate copolymer are laminated on both sides.
• non-aqueous ink-jet ink compositions based on organic solvents (in recent years, environmentally friendly organic solvents) are used.
• the non-aqueous inkjet ink composition has good wettability, drying properties, fixability, etc. for vinyl polymers such as polyvinyl chloride and ethylene-vinyl acetate copolymer, which are the materials of the composite sheet surface.
• vinyl polymers such as polyvinyl chloride and ethylene-vinyl acetate copolymer
• alkylene glycol monoether monoester and cyclic ester are used as the organic solvent (see Patent Document 1), vinyl polymer as the binder resin, and a specific amount of environmentally friendly polyalkylene glycol dialkyl ether as the organic solvent.
• the problem to be solved by the present invention is that the printing surface has wettability even when high-speed printing is performed on a printed material made of a vinyl polymer such as polyvinyl chloride or ethylene-vinyl acetate copolymer. It is an object of the present invention to provide an ink composition for non-aqueous ink jet which has excellent fixability, solid filling, prevention of mottling, and excellent ejection stability.
• the present invention is (1) a non-aqueous inkjet ink composition comprising a binder resin, a pigment, a pigment dispersant, and an organic solvent, wherein diethylene glycol ethyl methyl ether is used as the organic solvent. 40 to 80% by mass of the composition and 7 to 50% by mass of propylene carbonate in the non-aqueous inkjet ink composition (however, acetylene-based surfactant) Is excluded).
• the present invention also relates to (2) the non-aqueous inkjet ink composition as described in the above item (1), wherein the organic solvent contains an alkylene glycol derivative having a flash point of 50 to 150 ° C. or higher.
• the binder resin is at least one vinyl resin selected from the group consisting of a vinyl chloride polymer, a vinyl chloride-vinyl acetate copolymer, and an ethylene-vinyl acetate copolymer. It relates to a non-aqueous inkjet ink composition as described in (1) or (2) above, which comprises a polymer and / or an acrylic resin.
• the present invention is also characterized in that (4) the alkylene glycol derivative having a flash point of 50 to 150 ° C.
• the present invention is at least one selected from dipropylene glycol methyl ether acetate, dipropylene glycol dimethyl ether and tetraethylene glycol dimethyl ether.
• the present invention relates to the non-aqueous inkjet ink composition described in (2) or (3) above.
• the present invention also relates to (5) the non-aqueous inkjet ink composition as described in item (4) above, wherein the alkylene glycol derivative having a flash point of 50 to 150 ° C. or higher is dipropylene glycol dimethyl ether.
• the present invention also relates to (6) the non-aqueous inkjet ink composition as described in any one of (1) to (5) above, which is for a non-absorbent substrate.
• the present invention also provides (7) a non-aqueous inkjet recording medium according to any one of (1) to (6) above, wherein at least the surface layer is made of a vinyl chloride polymer or an ethylene-vinyl acetate copolymer.
• the present invention relates to a printed matter obtained by printing an ink composition.
• the ink composition for non-aqueous inkjet according to the present invention contains a specific amount of diethylene glycol ethyl methyl ether and propylene carbonate as a binder resin, a pigment, a pigment dispersant, and an organic solvent.
• the flash point is sufficiently high as an ink composition, it is excellent in safety, no white spots occur, it is well-filled and has good anti-motering properties, and is stable in ejection from an inkjet nozzle. The effect which is favorable can be exhibited.
• the binder resin constituting the non-aqueous inkjet ink composition of the present invention is at least selected from the group consisting of vinyl chloride polymers, vinyl chloride-vinyl acetate copolymers, and ethylene-vinyl acetate copolymers.
• vinyl chloride polymers include vinyl chloride homopolymer (polyvinyl chloride) and vinyl chloride and other small copolymerizable monomers (for example, vinyl acetate, ethylene, vinylidene chloride, etc.) Coalescence is mentioned.
• the molecular weight of the binder resin is preferably about 2,000 to 100,000 in terms of weight average molecular weight from the viewpoints of solubility in a solvent, viscosity of the resulting ink composition, ejection stability, and the like.
• a vinyl chloride polymer particularly polyvinyl chloride
• a vinyl chloride polymer is preferred as the binder resin. .
• acrylic resin examples include a polymer made of (meth) acrylate soluble in an organic solvent and a copolymer thereof.
• examples of the (meth) acrylate include alkyl (meth) acrylate such as ethyl, propyl, or butyl (meth) acrylate; hydroxy such as hydroxymethyl, hydroxyethyl, hydroxypropyl, hydroxybutyl, and hydroxypentyl (meth) acrylate.
• alkyl (meth) acrylate examples include alkyl (meth) acrylate.
• acrylic resin examples include BR-60 (Tg: 75 ° C.), BR-64 (Tg: 55 ° C.), BR-75 (Tg: 90 ° C.), BR-77 (Tg: manufactured by Mitsubishi Rayon Co., Ltd.).
• the binder resin it is preferable to use a vinyl chloride polymer and an acrylic resin (improvement of drying property, blocking property, and coating film resistance of the ink composition) in combination.
• an acrylic resin it is preferable that the Tg is 70 ° C. or higher in terms of further improving the drying property, blocking property, and coating film resistance.
• the use amount of the vinyl resin or the total use amount of the vinyl resin and the acrylic resin is 1 to 15% by mass, preferably 1 to 10% by mass, based on the total amount of the non-aqueous inkjet ink composition.
• the amount is preferably 1 to 7% by mass. If the total amount of the binder resin used is less than 1% by mass, the fixing property to the substrate is not sufficient, while if it exceeds 15% by mass, the solid content increases excessively, and the discharge stability is lowered.
• resins other than the above binder resins for example, styrene-acrylic resins, styrene-maleic resins, rosin resins, rosin ester resins, petroleum resins, coumarone indene resins, Use with terpene phenol resin, phenol resin, urethane resin, melamine resin, urea resin, epoxy resin, cellulose resin, xylene resin, alkyd resin, aliphatic hydrocarbon resin, butyral resin, maleic acid resin, fumaric acid resin, etc. It is also possible to do.
• pigment constituting the non-aqueous inkjet ink composition of the present invention known inorganic pigments, organic pigments and the like conventionally used in non-aqueous inkjet ink compositions can be used.
• conventionally known inorganic pigments include carbon black, titanium oxide, zinc white, zinc oxide, tripone, iron oxide, aluminum oxide, silicon dioxide, kaolinite, montmorillonite, talc, barium sulfate, calcium carbonate, silica, and alumina.
• Organic pigments such as azo, azomethine, polyazo, phthalocyanine, quinacridone, anthraquinone, indigo, thioindigo, quinophthalone, benzimidazolone, isoindoline, isoindolinone
• color index Pigment Black 7, Pigment Blue 15, 15: 1, 15: 3, 15: 4, 15: 6, 60, Pigment Green 7, 36, Pigment Red 9 48, 49, 52, 53, 57, 97, 122, 149, 168, 177, 178, 179, 206, 207, 209, 242, 254, 255, Pigment Violet 19, 23, 29, 30, 37, 40 , 50, Pigment Yellow 12, 13, 14, 17, 20, 24, 74, 8 86, 93, 94, 95, 109, 110, 117, 120, 125, 128, 137, 138, 139, 147, 148, 150, 151, 154, 155, 166, 168, 180, 185, Pigment Orange 36
• These pigments can be used singly or in combination of two or more, and the amount used is 1 to 10% by weight, more preferably 2 to 7% by weight, based on the total amount of the non-aqueous inkjet ink composition. %.
• the amount of the pigment used is less than 1% by mass, the coloring power tends to be insufficient.
• it exceeds 10% by mass the viscosity increases and the fluidity of the ink tends to decrease.
• pigment dispersant constituting the non-aqueous inkjet ink composition of the present invention
• an ionic or nonionic surfactant an anionic, cationic or nonionic polymer compound
• those which are polymer compounds are preferable.
• diethylene glycol ethyl methyl ether is 40 to 80% by mass in the non-aqueous inkjet ink composition
• propylene carbonate is in the non-aqueous inkjet ink composition. 7 to 50% by mass, preferably 9 to 40% by mass, particularly preferably 9 to 15% by mass in terms of further improving the drying property.
• an alkylene glycol derivative having a flash point of 50 to 150 ° C. can be used in combination in order to further adjust the drying property and prevent the occurrence of motering.
• alkylene glycol derivatives having a flash point of 50 to 150 ° C. include ethylene glycol diethyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, triethylene glycol dimethyl ether, triethylene glycol diethyl ether, and tetraethylene glycol.
• ethylene glycol dialkyl ether such as dimethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, dipropylene glycol dimethyl ether, dipropylene glycol diethyl ether, propylene glycol diethyl ether, tetraethylene glycol dimethyl ether, etc.
• polypropylene glycol monoalkyl ether propylene glycol monomethyl ether acetate such as propylene glycol dialkyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether
• Polypropylene glycol monoalkyl ether compounds such as propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, dipropylene glycol monomethyl ether acetate, dipropylene glycol monoethyl ether acetate, dipropylene glycol monobutyl ether acetate Alkyl ester, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl
• polyethylene glycol diester ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol mono Butyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, diethylene glycol propyl ether acetate, triethylene glycol monobutyl ether, triethylene glycol ethyl ether acetate, triethylene glycol butyl ether acetate (Poly) ethylene glycol monoether monoester and the like.
• alkylene glycol derivatives having a flash point of 50 to 150 ° C. dipropylene glycol monomethyl ether acetate, dipropylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, and particularly preferably dipropylene glycol dimethyl ether are used.
• the content of the alkylene glycol derivative having a flash point of 50 to 150 ° C. in the non-aqueous inkjet ink composition is preferably 1 to 30% by mass, particularly preferably 4 to 15% by mass.
• the total amount of the organic solvent is preferably an amount that occupies 80 to 98% by mass in the total ink.
• non-aqueous ink jet ink composition of the present invention may contain various additives such as surfactants, plasticizers, surface conditioners, UV inhibitors, light stabilizers, antioxidants, etc., as necessary. Can be used.
• the non-aqueous inkjet ink composition of the present invention includes, for example, a wet circulation mill, a bead mill, a ball mill, a sand mill, an attritor, a roll mill, a DCP mill, an agitator, a Henschel mixer, a colloid mill, an ultrasonic homogenizer, a high-pressure homogenizer (microfluidizer).
• the content of the total organic solvent in the non-aqueous inkjet ink composition of the present invention is the amount obtained by subtracting the total amount of the binder resin, the pigment, the pigment dispersant, and other additives used as necessary from the total amount of the ink composition. However, it is preferable to appropriately change the ink viscosity to be within the above range.
• non-aqueous inkjet ink composition of the present invention has the above-described non-aqueous inkjet ink composition on a substrate having at least a surface layer made of a vinyl chloride polymer or an ethylene-vinyl acetate copolymer.
• the product can be used in an inkjet printer.
• the non-aqueous ink jet ink composition of the present invention can be used for a well-known application, and is particularly suitable for use on a surface layer of a substrate made of a non-absorbing material.
• Non-absorbable materials include metals, resins, ceramics, etc. Among them, they are used for surface layers based on resins, and as resins, vinyl chloride polymers or ethylene-vinyl acetate copolymers It is preferable to use the surface layer composed of the coalesced in view of printability such as solid filling and solidity.
• a non-aqueous inkjet base ink was obtained.
• 10 parts of a pigment dispersant Solsperse 56000
• PB15: 4 GLBO, manufactured by BASF
• a commercially available inkjet printer was filled with each non-aqueous inkjet ink composition of Examples 1 to 22 and Comparative Examples 1 to 3, and solid printing was performed in a standard mode on a polyvinyl chloride sheet (trade name: manufactured by MD5 METAMARK). After leaving the printed matter at 25 ° C.
• solid printing was performed on a polyvinyl chloride sheet (trade name: Capjet Gross Burner FilmLux) in a high-speed printing mode. With respect to the filling of the solid portion, it was visually evaluated whether the image has white spots, that is, whether the solid filling is good.
• the viscosity of the ink composition is suitable for inkjet use as long as the non-aqueous inkjet ink composition conforms to the composition of the present invention.

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• Chemical & Material Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Wood Science & Technology (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Inks, Pencil-Leads, Or Crayons (AREA)
• Ink Jet Recording Methods And Recording Media Thereof (AREA)
• Ink Jet (AREA)

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Cited By (9)

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• 2014
  • 2014-08-07 ES ES14834357T patent/ES2862998T3/es active Active
  • 2014-08-07 JP JP2015530942A patent/JP6435263B2/ja active Active
  • 2014-08-07 WO PCT/JP2014/070819 patent/WO2015020128A1/ja active Application Filing
  • 2014-08-07 PL PL14834357T patent/PL3031869T3/pl unknown
  • 2014-08-07 EP EP14834357.7A patent/EP3031869B1/en active Active
  • 2014-08-07 US US14/909,952 patent/US20160194508A1/en not_active Abandoned
  • 2014-08-07 CN CN201480043721.9A patent/CN105452399A/zh active Pending

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